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Draw the major product of the each of the reactions in the presence of acid and water and the oxidizing agent shown.

Draw the major product of the each of the reactions in the presence of acid and water and the oxidizing agent shown.

Chemistry: An Atoms First Approach
Chemistry: An Atoms First Approach
2nd Edition
ISBN:9781305079243
Author:Steven S. Zumdahl, Susan A. Zumdahl
Publisher:Steven S. Zumdahl, Susan A. Zumdahl
Chapter21: Organic And Biological Molecules
Section: Chapter Questions
Problem 5RQ: What functional group distinguishes each of the following hydrocarbon derivatives? a....
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Draw the major product of the each of the reactions in the presence of acid and water and the oxidizing agent shown.

Alcohols are a key intermediate in organic synthesis since they can oxidized to carbonyl containing functional groups. In this tutorial, we will cover: 1. what happens in an oxidation reaction 2. oxidation of secondary alcohols to ketones 3. oxidation of primary alcohols to aldehydes or carboxylic acids 4. oxidation reagents and how we can control oxidation Oxidation reactions in organic chemistry have historically used chromium reagents for alcohol oxidation. In textbooks, these are shown as Cr(VI), K,Cr,O,, Na, Cr,O,, or CrO3. Oxidation of secondary alcohols with chromium reagents are typically carried out in aqueous acid, which convert the chromium reagent to chromic acid (H,CrO,). The mechanism can be thought of as installing a good leaving group onto the oxygen. The key step is an elimination, where the hydrogen is abstracted, forming a new T bond and kicking off the leaving group. нӧ: K2Cr207 -он H. Primary alcohols react under the same conditions to give carboxylic acids. Why does this occur? Primary alcohols will undergo oxidation to an aldehyde, but the presence of the aqueous acid leads to formation of a diol, which can be further oxidized to the carboxylic acid. The diol can undergo the same reaction with chromium and oxidation to remove two hydrogens. НО НО [0] H20 OH [0] H. H. H. HO. H Draw the major product of the each of the reactions in the presence of acid and water and the oxidizing agent shown.
Transcribed Image Text:Alcohols are a key intermediate in organic synthesis since they can oxidized to carbonyl containing functional groups. In this tutorial, we will cover: 1. what happens in an oxidation reaction 2. oxidation of secondary alcohols to ketones 3. oxidation of primary alcohols to aldehydes or carboxylic acids 4. oxidation reagents and how we can control oxidation Oxidation reactions in organic chemistry have historically used chromium reagents for alcohol oxidation. In textbooks, these are shown as Cr(VI), K,Cr,O,, Na, Cr,O,, or CrO3. Oxidation of secondary alcohols with chromium reagents are typically carried out in aqueous acid, which convert the chromium reagent to chromic acid (H,CrO,). The mechanism can be thought of as installing a good leaving group onto the oxygen. The key step is an elimination, where the hydrogen is abstracted, forming a new T bond and kicking off the leaving group. нӧ: K2Cr207 -он H. Primary alcohols react under the same conditions to give carboxylic acids. Why does this occur? Primary alcohols will undergo oxidation to an aldehyde, but the presence of the aqueous acid leads to formation of a diol, which can be further oxidized to the carboxylic acid. The diol can undergo the same reaction with chromium and oxidation to remove two hydrogens. НО НО [0] H20 OH [0] H. H. H. HO. H Draw the major product of the each of the reactions in the presence of acid and water and the oxidizing agent shown.
Draw the product of Reaction A Select Draw Rings More Erase H Reaction A OH K2Cr,O7 Draw the product of Reaction B. Select Draw Rings More Erase | 7 || | H Reaction B OH K2Cr2O7
Transcribed Image Text:Draw the product of Reaction A Select Draw Rings More Erase H Reaction A OH K2Cr,O7 Draw the product of Reaction B. Select Draw Rings More Erase | 7 || | H Reaction B OH K2Cr2O7
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